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Comparison of the electronic properties, and thermodynamic and kinetic parameters of the aquation of selected platinum(II) derivatives with their anticancer IC50 indexes

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Abstract

Three potential anticancer agents {trans-[PtCl2(NH3)(thiazole)], cis-[PtCl2(NH3)(piperidine)], and PtCl2(NH3)(cyclohexylamine) (JM118)} were explored and compared with cisplatin and the inactive [PtCl(dien)]+ complex. Basic electronic properties, bonding and stabilization energies were determined, and thermodynamic and kinetic parameters for the aquation reaction were estimated at the B3LYP/6-311++G(2df,2pd) level of theory. Since the aquation process represents activation of these agents, the obtained rate constants were compared with the experimental IC50 values for several tumor cells. Despite the fact that the processes in which these drugs are involved and the way in which they affect cells are very complex, some correlations can be deduced.

Aquation energy profile for the family of cisplatin derivatives (JM118)

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Acknowledgments

This study was supported by grant MSM 0021620835. The computational resources from our department supercomputer cluster administrated by Dr. Šimánek should be acknowledged for providing access to excellent computational facilities.

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Authors and Affiliations

  1. Department of Chemical Physics and Optics, Faculty of Mathematics and Physics, Charles University, Ke Karlovu 3, 121 16, Prague 2, Czech Republic

    Ondřej Bradáč, Tomáš Zimmermann & Jaroslav V. Burda

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  1. Ondřej Bradáč
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  2. Tomáš Zimmermann
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  3. Jaroslav V. Burda
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Correspondence to Jaroslav V. Burda.

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Bradáč, O., Zimmermann, T. & Burda, J.V. Comparison of the electronic properties, and thermodynamic and kinetic parameters of the aquation of selected platinum(II) derivatives with their anticancer IC50 indexes. J Mol Model 14, 705–716 (2008). https://doi.org/10.1007/s00894-008-0285-0

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  • DOI: https://doi.org/10.1007/s00894-008-0285-0

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